7-({Benzyl[6-(4-phenylbutoxy)hexyl]amino}acetyl)-4-hydroxy-1,3-benzothiazol-2(3H)-one → 4-Hydroxy-7-({[6-(4-phenylbutoxy)hexyl]amino}acetyl)-1,3-benzothiazol-2(3H)-one

HRID 749248노트

반응식

HRID 749248 반응식
C([N:8]([CH2:26][C:27]([C:29]1[C:37]2[S:36][C:35](=[O:38])[NH:34][C:33]=2[C:32]([OH:39])=[CH:31][CH:30]=1)=[O:28])[CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][O:15][CH2:16][CH2:17][CH2:18][CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)C1C=CC=CC=1>C(O)C.C(O)(=O)C.[Pd]>[OH:39][C:32]1[C:33]2[NH:34][C:35](=[O:38])[S:36][C:37]=2[C:29]([C:27](=[O:28])[CH2:26][NH:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][O:15][CH2:16][CH2:17][CH2:18][CH2:19][C:20]2[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=2)=[CH:30][CH:31]=1

참가 물질

5

반응물 1

HCID 693185017-({Benzyl[6-(4-phenylbutoxy)hexyl]amino}acetyl)-4-hydroxy-1,3-benzothiazol-2(3H)-one

생성물 1

HCID 693184974-Hydroxy-7-({[6-(4-phenylbutoxy)hexyl]amino}acetyl)-1,3-benzothiazol-2(3H)-one수율 10.8%

시약·촉매·용매 3

HCID 23938Palladium촉매HCID 176Acetic Acid용매HCID 702Ethanol용매

실험 절차

A solution of 7-({benzyl[6-(4-phenylbutoxy)hexyl]amino}acetyl)-4-hydroxy-1,3-benzothiazol-2(3H)-one (100 mg) in dry ethanol (10 ml) and acetic acid (0.5 ml) was added to 10% Pd/C catalyst (40 mg) and stirred under hydrogen for 20 h. The catalyst was collected by filtration through celite and the filtrate evaporated in vacuo. The residue was purified on SCX and then silica SPE cartridge, eluting with a stepped gradient of 1-10% methanol-dichloromethane mixtures, to give the title compound (9 mg). LCMS RT=2.81 min.

후처리

  1. filtrationThe catalyst was collected by filtration through celite
  2. customthe filtrate evaporated in vacuo
  3. customThe residue was purified on SCX
  4. washsilica SPE cartridge, eluting with a stepped gradient of 1-10% methanol-dichloromethane mixtures

출처 및 근거

ORD 기록
ord-8afa535283b645298aca1e36c80aa782
출처 데이터셋
uspto-grants-2008_07
특허 번호
US07402598B2

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